You can use Canyonero for this strat. Simply drive to Wiggum and push him multiple times to destroy him.
For the second truck you want to do as much damage before pushing the truck onto that slope so it get stuck on that wall.
The fastest way to do this missions uses globex but you can also Car
Built For Homer for a safer alternative.
The fastest strat here
is to block wiggum along that house, to get the biggest amount of
damage when pushin him you want to avoid sticking to his car and
push him at the last moment.
For the second truck start by hitting him with an ebrake-boost then ram him into walls.